Hydrochloric Acid → HCID 20095021, compound

HRID 1770160Notes

Reaction equation

HRID 1770160 reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].[OH-].[Na+].[CH2:8]([CH:16]1[CH2:24][C:23]2[C:18](=[CH:19][CH:20]=[C:21]([C:25](Cl)=[O:26])[CH:22]=2)[CH2:17]1)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].Cl>O.O1CCOCC1>[CH2:8]([CH:16]1[CH2:24][C:23]2[C:18](=[CH:19][CH:20]=[C:21]([C:25]([NH:1][CH2:2][C:3]([OH:5])=[O:4])=[O:26])[CH:22]=2)[CH2:17]1)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 750GlycineHCID 14798Sodium Hydroxide2×HCID 20095065HCID 20095065, compound

Product 1

HCID 20095021HCID 20095021, compoundYield 66.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent2×

Procedure

1.10 g (14.7 mM) of glycine, 0.29 (7.25 mM) of NaOH, 5.8 ml of distilled water were placed in a 100 ml-three necked flask and dissolved to prepare a solution. To the solution, 5.8 ml of dioxane was added, followed by stirring or a ice-common salt bath. To the mixture, a solution of 0.29 g (7.25 mM) of NaOH in 2.5 ml of distilled water and a solution of 2.14 g (7.29 mM) of 2-octylindan-5-carbonyl chloride in 10 ml of dioxane were gradually added dropwise at the same time at -1° to 3° C. by means of a dropping funnel, respectively, followed by stirring for 30 minutes at 1°-2° C. After the reaction, 0.87 ml of concentrated HCl was added to the reaction mixture to precipitate a crystal. The crystal was recovered by filtration and washed with water, followed by drying and recrystallization from methanol to obtain 1.61 g of N-(2-octylindan-5-carbonyl)glycin (Yield: 66.6%).

Workup

  1. dissolutiondissolved
  2. customto prepare a solution
  3. stirringby stirring for 30 minutes at 1°-2° C
  4. additionwas added to the reaction mixture
  5. customto precipitate a crystal
  6. filtrationThe crystal was recovered by filtration
  7. washwashed with water
  8. customby drying
  9. customrecrystallization from methanol

Sources & evidence

ORD record
ord-aa652f23c2de4ac6a43c2e1258547320
Source dataset
uspto-grants-1995_01
Patent number
US05385692

Reaction notes

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